Sodium Bicarbonate → HCID 86681898, compound

HRID 1894775Notes

Reaction equation

HRID 1894775 reaction equation
[Br:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([CH2:11][CH2:12][CH2:13][CH3:14])[CH:8]=[CH:7][C:5]=2[N:6]=1.C(=O)(O)[O-:16].[Na+]>C(O)(=O)C>[Br:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([C:11](=[O:16])[CH2:12][CH2:13][CH3:14])[CH:8]=[CH:7][C:5]=2[N:6]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 866818992-Bromo-6-butylbenzothiazole

Product 1

HCID 86681898HCID 86681898, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of 2-bromo-6-butylbenzo[d]thiazole in acetic acid at 0° C. was added CrO3 in acetic acid. The reaction mixture was allowed to warm to RT and stirred over 2 days. The reaction was neutralized by aq. sodium bicarbonate and extracted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate and concentrated. The crude product was purified by preparative TLC to afford 1-(2-bromobenzo[d]thiazol-6-yl)butan-1-one. MS (ESI m/z 286.2 [M+2]

Workup

  1. extractionextracted with ethyl acetate
  2. washwashed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. customThe crude product was purified by preparative TLC

Sources & evidence

ORD record
ord-40e937919b624ac8b40e107f3f1bad5f
Source dataset
uspto-grants-2013_08
Patent number
US08513291B2

Reaction notes

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